diff --git a/src/cron/isolated-agent/delivery-dispatch-policy.ts b/src/cron/isolated-agent/delivery-dispatch-policy.ts
index a017667435c6..46a92c55ccdf 100644
--- a/src/cron/isolated-agent/delivery-dispatch-policy.ts
+++ b/src/cron/isolated-agent/delivery-dispatch-policy.ts
@@ -15,7 +15,7 @@ import {
   loadDeliveryQueueEntry,
   type DeliveryQueueCompletionRetention,
 } from "../../infra/delivery-queue-sqlite.js";
-import { isProvenDeliveryNotSentError } from "../../infra/delivery-recovery.shared.js";
+import * as deliveryRecovery from "../../infra/delivery-recovery.shared.js";
 import { isFastTestRuntimeEnv } from "../../infra/env.js";
 import { OUTBOUND_DELIVERY_QUEUE_NAME } from "../../infra/outbound/delivery-queue-media-staging.js";
 import { normalizeTargetForProvider } from "../../infra/outbound/target-normalization.js";
@@ -254,6 +254,9 @@ function summarizeDirectCronDeliveryError(error: unknown): string {
 }
 
 function isTransientDirectCronDeliveryError(error: unknown): boolean {
+  if (deliveryRecovery.findPlatformMessageRejectedError(error)) {
+    return false;
+  }
   const message = summarizeDirectCronDeliveryError(error);
   if (!message) {
     return false;
@@ -261,7 +264,7 @@ function isTransientDirectCronDeliveryError(error: unknown): boolean {
   if (PERMANENT_DIRECT_CRON_DELIVERY_ERROR_PATTERNS.some((re) => re.test(message))) {
     return false;
   }
-  return isProvenDeliveryNotSentError(error);
+  return deliveryRecovery.isProvenDeliveryNotSentError(error);
 }
 function resolveDirectCronRetryDelaysMs(): readonly number[] {
   return isFastTestRuntimeEnv() ? [0, 0, 0] : [5_000, 10_000, 20_000];
diff --git a/src/cron/isolated-agent/delivery-dispatch.double-announce.test.ts b/src/cron/isolated-agent/delivery-dispatch.double-announce.test.ts
index 7d60b2f161f1..89c7f8dcdba3 100644
--- a/src/cron/isolated-agent/delivery-dispatch.double-announce.test.ts
+++ b/src/cron/isolated-agent/delivery-dispatch.double-announce.test.ts
@@ -2327,6 +2327,25 @@ describe("dispatchCronDelivery — double-announce guard", () => {
     expect(deliverOutboundPayloads).toHaveBeenCalledTimes(2);
   });
 
+  it("does not retry permanent typed pre-dispatch rejections", async () => {
+    vi.stubEnv("OPENCLAW_TEST_FAST", "1");
+    const rejection = new PlatformMessageNotDispatchedError("payload rejected", {
+      cause: new Error("invalid payload"),
+      retryable: false,
+    });
+    vi.mocked(deliverOutboundPayloads).mockRejectedValue(rejection);
+
+    const params = makeBaseParams({ synthesizedText: "Reject this once." });
+    const state = await dispatchCronDelivery(params);
+
+    expect(deliverOutboundPayloads).toHaveBeenCalledTimes(1);
+    expectResultFields(state.result, {
+      status: "error",
+      error: String(rejection),
+      deliveryAttempted: true,
+    });
+  });
+
   it.each(["structured", "threaded"] as const)(
     "retries proven-not-sent %s cron delivery without duplicating a message",
     async (deliveryKind) => {